Basic information
- CAS
1208-52-2- Standard SMILES
Nc1ccc(Cc2ccccc2N)cc1- InChIKey
UTNMPUFESIRPQP-UHFFFAOYSA-N- Molecular formula
- C13H14N2
- Average molar mass
- 198.26 g/mol
- Monoisotopic mass
- 198.11569846
Overview
Leaflets. (NTP, 1992)
Names & identifiers
- Preferred name
- 2-(4-Aminobenzyl)aniline
- IUPAC
- 2-[(4-aminophenyl)methyl]aniline
- English name
- 2,4'-Diaminodiphenylmethane
- Molecular formula
- C13H14N2
- Molecular weight
- 198.26
Names & synonyms
2-(4-aminobenzyl)anilineRefChem:819642,4'-MDA1208-52-22,4'-Diaminodiphenylmethane2,4'-METHYLENEDIANILINE2,4'-Diaminodiphenylmethan2',4-Bis(aminophenyl)methane2-[(4-aminophenyl)methyl]aniline2,4'-Diphenylmethanediamine2,4'-Methylenebis(aniline)o,p'-Diaminodiphenylmethane
Show more names
JACS-1208-52-2aminophenyl methane2,4'-Methylendianilin2',4-methylenedi-anilin
2-((4-Aminophenyl)methyl)benzenaminebenzenamine, 2-[(4-aminophenyl)methyl]-Aniline, 2',4-methylenedi-MFCD016702272-((4-Aminophenyl)methyl)benzeneamineBenzenamine, 2-((4-aminophenyl)methyl)-VH1ZAZ44QJHSDB 6020
Database identifiers
- CAS
1208-52-2- PubChem CID
- 14580
- DTXSID
DTXSID9051616- UNII
- VH1ZAZ44QJ
- EC Number
- 214-900-8
- Nikkaji
- J23.095B
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 52 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 185
Experimental & physicochemical properties
PolymersNitrogen Compounds -> Amines, Polyaromatic
SpringerMaterials PropertiesBoiling point
Boiling Point432 °F at 9 mmHg (NTP, 1992)
Melting Point190 to 192 °F (NTP, 1992)
Physical Description
Leaflets. (NTP, 1992)
Solid; [CAMEO]
Physicochemical properties
- Melting point
- 88.5 °C · 88.5°C
- Boiling point
- 325.59 °C · 325.59°C (rough estimate)
- Density
- 0.9827 · 0.9827 (rough estimate)
- refractive index
- 1.44 · 1.4400 (estimate)
- storage temp.
- 2 · 2-8°C(protect from light)
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 9.6% (14 of 146) of reports.
Danger
H301 (89.7%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P260, P261, P264, P270, P272, P273, P280, P301+P316, P302+P352, P308+P316, P318, P319, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 146 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzenamine, 2-[(4-aminophenyl)methyl]-
Benzenamine, 2-(4-aminophenyl)methyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Fire HazardsFlash point data for this compound are not available. It is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: This material emits toxic fumes when heated to decomposition. It may be toxic upon inhalation or skin contact. (NTP, 1992)
Hazards SummaryEmergency treatment: Methemoglobinemia; [HSDB] See 4,4'-Methylenedianiline.
Reactive GroupAmines, Aromatic
Reactivity Profile
2,4'-DIAMINODIPHENYLMETHANE is readily oxidzable. Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Chemistry & industry
Uses & manufacturing
Uses
Used as a research chemical; Not commercially produced in the US; [HSDB] Used as an intermediate for urethane polymers; [NTP]
RESEARCH CHEMICAL
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) No Data
(1981) No Data
U.S. Production
(1979) NOT PRODUCED COMMERCIALLY IN U.S.
(1981) NOT PRODUCED COMMERCIALLY IN U.S.
Methods of ManufacturingNITRATION OF O-NITRODIPHENYLMETHANE IN YELLOW FUMING NITRIC ACID FOLLOWED BY CATALYTIC HYDROGENATION OF THE PRODUCT (LABORATORY SYNTHESIS)
General Manufacturing InformationBenzenamine, 2-[(4-aminophenyl)methyl]-: ACTIVE
Applications
Uses2',4-Bis(aminophenyl)methane is an analog of 4,4'-Methylenedianiline (M304180) and is used in the manufacturing of resin enamel coating materials for copper wires.
General DescriptionLeaflets.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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